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The development of Rh(III)-catalyzed C-H conjugate addition/cyclization reactions that provide access to synthetically useful fused bi- and tricyclic nitrogen heterocycles is reported. A broad scope of C-H functionalization substrates and electrophilic olefin coupling partners is effective, and depending on the nature of the directing group, cyclic imide, amide, or heteroaromatic products are obtained. An efficient synthesis of a pyrrolophenanthridine alkaloid natural product, oxoassoanine, highlights the utility of this method.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1126NO – PubChem

 

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A four-step route to the tetracyclic ring system found in a number of indole alkaloids is described using stereoselective dipolar cycloaddition reactions of azomethine ylides. The ylides were derived from N-protected 2-butenylindole-3-carbaldehydes, which were prepared in three steps from 2-methylindole. Condensation of these aldehydes with a variety of alkylamino esters or amino acids or with N-methylhydroxylamine gave the required azomethine ylides or nitrone that undergo intramolecular cycloaddition onto the pendant, unactivated alkene. The cycloaddition sets up two new rings and up to three new stereocentres stereoselectively. After cycloaddition with N-allylglycine, N-deallylation provided the N-unsubstituted product and this constitutes a formal synthesis of the alkaloid deethylibophyllidine. The cycloaddition chemistry was also shown to be amenable as a route to the alkaloid ibophyllidine or epiibophyllidine, although the use of 2-(allylamino)butyric acid to prepare the azomethine ylide can favour competing iminium ion isomerisation and hydrolysis. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H448NO – PubChem

 

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N-Acyl-2-phenyliminooxazolidines 7 were easily prepared and treated with several amines at room temperature, yielding amides 9 in very high yields.Possible mechanisms for this transformation are briefly discussed.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H545NO – PubChem

 

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We have shown that sulfuryl chloride is an efficient reagent for the conversion of 2-oxazolidinone into the dichloro derivative, N-acetyl-4,5- dichloro-2-oxazolidinone. Subsequent Zn/AcOH reductive dehalogenation of this trans-dichloride gives N-acetyl-2-oxazolone. The dichloride was previously reported as an undesired side product in the preparation of N-acetyl-2-oxazolone from the monochloro oxazolidinone. In our hands, the dichloride is a key intermediate in a new synthesis of 2-oxazolone, that avoids the use of chlorine gas. Georg Thieme Verlag Stuttgart.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H543NO – PubChem

 

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A heterocyclic compound represented by formula (I): STR1 wherein R1 represents a hydrogen atom, an alkyl group, an aryl group which may be substituted with one or more substituents selected from the group consisting of a halogen atom, an alkoxy group, an alkyl group and a trihalogenomethyl group; lambda represents 0 or 1; ring A represents a 6 membered heterocyclic ring containing the nitrogen atom shared with the triazine ring and which may contain one or more double bonds; Y represents a substituted or unsubstituted alkylene group having 1 to 15 carbon atoms; and Q represents a group represented by formula (II): STR2 wherein R2, R3, R4 and R5 are represented by substituents disclosed herein; or salt thereof, and intermediates therefor are described. The compound of formula (I) or salt thereof exhibit selective serotonin 2-receptor antagonistic activity and are useful for the prevention or treatment of circulatory diseases, e.g., ischemic heart diseases, cerebral vessel disturbances, and peripheral circulation disturbances.

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Oxazolidine – Wikipedia,
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Intermolecular [2+2] photocycloaddition reactions between 3-(2-oxo-2H-chromene-3-carbonyl)oxazolidin-2-one with n-propyl vinyl ether and vinyl pivalate were carried out to give [2+2] cycloadducts in excellent yield with perfect regioselectivity. A Lewis acid catalyst (30 mol%) was moderately effective in accelerating the reaction. Furthermore, enantioselective reactions catalyzed by chiral Lewis acid catalysts (30 mol%) were performed to give cycloadducts in excellent yields with up to 13% ee.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H650NO – PubChem

 

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The present invention provides selective 5-HT7 receptor antagonist compounds of Formula I and their use in the treatment of migraine, persistent pain, and anxiety: where A and B are each independently C(H)= or N=, provided that at least one of A and B is -N=, n is 1-3, m is 0-3, and R14 are as defined herein.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H22NO – PubChem

 

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A palladium-catalyzed oxygenative cross-coupling of ynamides and benzyl bromides has been developed. After subsequent hydrogenation, alpha,alpha-disubstituted amide derivatives were obtained in good yields. Migratory insertion of alpha-oxo palladium carbene species, generated by intermolecular oxidation, is proposed as the key step in this reaction. The study demonstrates the potential of ynamides to serve as carbene precursors in palladium-catalyzed C?C bond-forming cross-coupling reactions.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H548NO – PubChem

 

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A good strategy was brought forward for designing efficient haptens and complete antigens for 3-amino-2-oxazolidinone (AOZ). Haptens designed newly were achieved facilely in good yield by using LiCl-N(Et)3 as new catalysis system, the structure of which was elucidated by spectroscopy analysis, such as NMR and MS. Novel antigens for AOZ were prepared successfully by convenient active ester method. The ratios of haptens 3 and 4 to carrier proteins were proven respectively as 41:1 (5a), 39:1 (6a), 11:1 (5b) and 9:1 (6b) by trinitrobenzene sulfonic acid (TNBS) method. The results of indirect competitive ELISA (ic-ELISA) of antiserums indicated that the haptens with a short unsaturated side chain can evoke specific immune response effectively.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H978NO – PubChem

 

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ABSTRACT This invention provides for certain bridged and fused compounds of the formula G-L-A I or a pharmaceutically acceptable salt, ester of solvate thereof wherein: A is: (I) and the other variables are defined herein; the inventive compounds are agonists of the G-protein coupled receptor 40 (GPR40, also known as free fatty acid receptor FFAR). This invention further relates to pharmaceutical compositions containing these compounds, and the use of these compounds to regulate insulin levels in a mammal. The compounds may be used, for example in the prevention and treatment of Type 2 diabetes mellitus and in the prevention and treatment of conditions related to Type 2 diabetes mellitus, such as insulin resistance, obesity and lipid disorders

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H136NO – PubChem